EP1522568A2 - Adhésif et son utilisation - Google Patents

Adhésif et son utilisation Download PDF

Info

Publication number
EP1522568A2
EP1522568A2 EP04023994A EP04023994A EP1522568A2 EP 1522568 A2 EP1522568 A2 EP 1522568A2 EP 04023994 A EP04023994 A EP 04023994A EP 04023994 A EP04023994 A EP 04023994A EP 1522568 A2 EP1522568 A2 EP 1522568A2
Authority
EP
European Patent Office
Prior art keywords
polymer combination
polymer
phase
combination according
film
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP04023994A
Other languages
German (de)
English (en)
Other versions
EP1522568B1 (fr
EP1522568A3 (fr
Inventor
Herbert Leder
Elvira Hammer-Wolf
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BellandTechnology AG
Original Assignee
Belland AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Belland AG filed Critical Belland AG
Publication of EP1522568A2 publication Critical patent/EP1522568A2/fr
Publication of EP1522568A3 publication Critical patent/EP1522568A3/fr
Application granted granted Critical
Publication of EP1522568B1 publication Critical patent/EP1522568B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04Homopolymers or copolymers of esters
    • C09J133/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/02Homopolymers or copolymers of acids; Metal or ammonium salts thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/04Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04Homopolymers or copolymers of esters
    • C08L33/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/062Copolymers with monomers not covered by C08L33/06
    • C08L33/068Copolymers with monomers not covered by C08L33/06 containing glycidyl groups

Definitions

  • the invention relates to an adhesive based on a polymer which in Compound can be tackified with aqueous moisture, as well as its use.
  • Industrial products with self-adhesive properties are from the well-known daily use, examples are the various types of films and adhesive tapes, i.a. in the Packaging, construction or furniture industry as well as in the metal, glass and automobile industry or even office products like Adhesive strips, adhesive labels or sticky notes. They mean that they are for gluing on different substrates one-sided or depending on Their special application also coated on both sides with adhesive are.
  • the adhesive layer For self-adhesive adhesives, it is necessary to use the adhesive layer with a backing material, such as siliconized paper, to protect it not before use, e.g. pollution, loss of activity, or in the case of foils, the foil layers are not mutually exclusive stick together. After application, the carrier material does not fall Recyclable waste and thus represents a disposal problem.
  • a backing material such as siliconized paper
  • Adhesive labels e.g. of glass or porcelain ware, often with large ones Difficulties connected.
  • labels and foils can only be removed manually, the removal of adhesive residue often succeeds only with great effort using organic Solvents.
  • this polymer combination in wet condition an adhesive bond both to smooth as well to form structured surfaces, e.g. to glass, Metal surfaces, plastics, nonwovens, fabrics, paints, paper or to similar films.
  • structured surfaces e.g. to glass, Metal surfaces, plastics, nonwovens, fabrics, paints, paper or to similar films.
  • the received binding points after drying also to the smooth surfaces an extraordinary high resistance to mechanical forces.
  • dry Condition the polymer itself is not sticky.
  • the polymer combination can be made by supplying aqueous moisture are made sticky, but it is not dissolved. Products out This polymer combination can be used without additional Adhesive coating glued or serve themselves as an adhesive.
  • the necessary moisture can be supplied as steam or liquid in the latter case by direct or indirect Apply as stroking, dripping, pouring, spraying or atomising over a nozzle. Moistening can be on or off in the case of a film on both sides, in the latter case e.g. also by complete Dipping the film material in water.
  • the polymer combination according to the invention used.
  • the powder is preferably dispersed in water and applied to the respective substrate, in particular sprayed.
  • Products from this polymer combination are in acidic and neutral, aqueous media stable, in aqueous alkalis, however, it is with particular advantage possible to completely dissolve the products.
  • Acidification the polymer combination can be reprecipitated and a Recycling cycle to be supplied.
  • the invention also relates to a method for bonding or gluing of articles with the polymer combination.
  • a film of the Polymer combination opaque, resulting from incorporation of Pigments in the copolymer can be achieved.
  • a film of the Polymer combination opaque, resulting from incorporation of Pigments in the copolymer can be achieved.
  • the Slides may be in places or complete with at least one Covered color layer, in particular be printed.
  • printing inks it is preferable to use those which are soluble in aqueous alkali and are preferably insoluble in a neutral to acidic medium. So can Films from the polymer combination used for example as a label without the need for a coating with pressure-sensitive adhesive, such as For example, for those described in EP 0 316 676 B1 Labels is required.
  • Films from the polymer combination are over the entire surface or only glued in places. They are great as Protective coating or spot-bonded protective coating, especially during transport, storage and storage of Goods and products.
  • a need for protective covers and Protective coatings exist in many industries and industries, in particular in the already mentioned transport, construction, Sanitary or furniture industry, or for example in the glass, Metal or automotive industry.
  • Coatings from the polymer combination are both by Bonding as a film as well as by applying in the form of a produced dispersed powder. Another possible The field of application for such coatings is the protection against graffiti. Preference is given here to the use for the protection of transport devices like railway cars.
  • the film thickness is in the Rule 10 microns to 200 microns, especially for protective films are 25 microns to 60 ⁇ m sufficient.
  • the width may vary depending on their manufacture can be chosen arbitrarily and is usually between 20 cm and 800 cm, in particular in the range of 50 cm to 120 cm.
  • the polymer combination can also be used as a hot melt adhesive process, especially in combination with aqueous bonding. Also in this case, a permanent bond will become smooth and formed textured surfaces.
  • a Tackifying by supplying aqueous moisture may cause the Polymer combination both as a film and in the form of a powder in be used in a multi-stage bonding process, where they are in a first step wet and hot glued in a further step becomes.
  • the polymer combination for a used as a pure adhesive
  • the bonded polymer functions with particular advantage as Interlayer, especially as a water vapor permeable Interlayer.
  • the adhesive mechanism underlying the invention can be as follows to be discribed:
  • Films and powders from the polymer combination described are by the mentioned, over the entire length of the polymer chain of continuous phase distributed free carboxyl groups, polar.
  • the high polarity of the Polymer combination allows a firm connection to the Substrates. By the subsequent drying process is the Plasticizer effect lost and the original state of the Polymer combination returns. Adhesion to Substrate surface is retained.
  • the compounding to the polymer combination takes place as in EP 0 928 316 B1, preferably in the melt.
  • the hardness and the hydrophilic character of the two-phase polymer compound can be adjusted, inter alia, via the composition of the COOH-group-containing matrix polymer (see Table 1).
  • the proportion of ⁇ - ⁇ -unsaturated carboxylic acids is usually 20-40% by weight, preferably 25-35%.
  • Esters of the ⁇ - ⁇ -unsaturated carboxylic acids are contained in a proportion of 20-60% by weight, preferably 40-60%, and the proportion of styrene, if present, is 5 - 50% by weight, especially 15 - 25%.
  • the proportion of styrene content increases, so does the water vapor permeability and the water absorption capacity of the correspondingly adjusted films.
  • matrix polymer 1 2 3 4 Butyl acrylate in% 57.5 52 48 20 Acrylic acid in% 27.5 29 30 33 (methacrylic acid) Styrene in% 15 19 22 47 Carboxyl group content in% 16 17 18 18 Tg in ° C 45 50 61 110
  • the weight ratio of COOH-containing polymer to the epoxy group-containing impact modifier in the film is 9: 1 to 1: 1, in particular 5: 1 to 1.8: 1.
  • VLDPE Very Low Density Polyethylene
  • antiblocking agents such as silica or talc
  • lubricants such as stearic acid, stearic acid amide or ethylene amines and processing stabilizers from the family of hindered phenols in up to 10% Weight
  • Composition and properties of films from the 2-phase polymer combination are computer-controlled, wherein the mixture still Very Low Density Polyethylene (VLDPE), antiblocking agents such as silica or talc, lubricants such as stearic acid, stearic acid amide or ethylene amines and processing stabilizers from the family of hindered phenols in up to 10% Weight can be added.
  • VLDPE Very Low Density Polyethylene
  • antiblocking agents such as silica or talc
  • lubricants such as stearic acid, stearic acid amide or ethylene amines
  • processing stabilizers from the family of hindered phenols in up to 10% Weight can be added.
  • Adhesion rating 1 - non-removable film; 2 - film difficult to remove, breaks partially; 3 - film difficult to remove, no breakage; 4 - film easily removable; 5 - no adhesion.
  • the films A, B and C By moistening with 0.5% sodium hydroxide solution, the films A, B and C also good on aluminum, writing paper and galvanized sheet steel be glued. The adhesion is accelerated by drying in the Drying cabinet not affected at 40 ° C.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Adhesive Tapes (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
EP04023994A 2003-10-10 2004-10-08 Adhésif et son utilisation Expired - Lifetime EP1522568B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10348222A DE10348222A1 (de) 2003-10-10 2003-10-10 Klebstoff und seine Verwendung
DE10348222 2003-10-10

Publications (3)

Publication Number Publication Date
EP1522568A2 true EP1522568A2 (fr) 2005-04-13
EP1522568A3 EP1522568A3 (fr) 2006-01-25
EP1522568B1 EP1522568B1 (fr) 2013-01-30

Family

ID=34306413

Family Applications (1)

Application Number Title Priority Date Filing Date
EP04023994A Expired - Lifetime EP1522568B1 (fr) 2003-10-10 2004-10-08 Adhésif et son utilisation

Country Status (6)

Country Link
US (2) US20050133155A1 (fr)
EP (1) EP1522568B1 (fr)
JP (1) JP4815632B2 (fr)
KR (1) KR20050035084A (fr)
DE (1) DE10348222A1 (fr)
ES (1) ES2402927T3 (fr)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7754807B2 (en) * 1999-04-20 2010-07-13 Stratasys, Inc. Soluble material and process for three-dimensional modeling
WO2008104366A1 (fr) 2007-02-27 2008-09-04 Ivax Pharmaceuticals Ireland Inhalateur doseur
US8246888B2 (en) * 2008-10-17 2012-08-21 Stratasys, Inc. Support material for digital manufacturing systems
WO2011084995A2 (fr) 2010-01-05 2011-07-14 Stratasys, Inc. Système de nettoyage de support
US8920697B2 (en) 2010-09-17 2014-12-30 Stratasys, Inc. Method for building three-dimensional objects in extrusion-based additive manufacturing systems using core-shell consumable filaments
US8801990B2 (en) 2010-09-17 2014-08-12 Stratasys, Inc. Method for building three-dimensional models in extrusion-based additive manufacturing systems using core-shell semi-crystalline consumable filaments
USD682490S1 (en) 2011-01-05 2013-05-14 Stratasys, Inc. Support cleaning system
US8460755B2 (en) 2011-04-07 2013-06-11 Stratasys, Inc. Extrusion-based additive manufacturing process with part annealing
US8459280B2 (en) 2011-09-23 2013-06-11 Stratasys, Inc. Support structure removal system
US9527242B2 (en) 2012-11-21 2016-12-27 Stratasys, Inc. Method for printing three-dimensional parts wtih crystallization kinetics control
US9744722B2 (en) 2012-11-21 2017-08-29 Stratasys, Inc. Additive manufacturing with polyamide consumable materials
US9592530B2 (en) 2012-11-21 2017-03-14 Stratasys, Inc. Additive manufacturing with polyamide consumable materials
US12064917B2 (en) 2012-11-21 2024-08-20 Stratasys, Inc. Method for printing three-dimensional parts with cyrstallization kinetics control
US9523934B2 (en) 2013-07-17 2016-12-20 Stratasys, Inc. Engineering-grade consumable materials for electrophotography-based additive manufacturing
US9714318B2 (en) 2013-07-26 2017-07-25 Stratasys, Inc. Polyglycolic acid support material for additive manufacturing systems
US10059053B2 (en) 2014-11-04 2018-08-28 Stratasys, Inc. Break-away support material for additive manufacturing

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4288493A (en) 1979-07-16 1981-09-08 Minnesota Mining And Manufacturing Company Water-activatable crosslinked adhesive and energy control film made therewith
DE3000516A1 (de) 1980-01-09 1981-07-16 Roland Dipl.-Kfm. 7022 Leinfelden-Echterdingen Belz Verbundfolie, insbesondere toilettensitzauflage, sowie verfahren und vorrichtung zu ihrer herstellung
DE3335954A1 (de) 1983-10-04 1985-04-04 Roland Dipl.-Kaufm. 7022 Leinfelden-Echterdingen Belz Verfahren zur durchfuehrung von chemischen reaktionen, insbesondere zur herstellung von kunststoffen mit hilfe von extrudern und anlage hierzu
DE3738786A1 (de) * 1987-11-14 1989-05-24 Belland Ag Im waessrigem alkali aufloesbare klebefolie, wie etikett und dgl.
EP0353190B1 (fr) * 1988-07-28 1995-03-01 Ciba-Geigy Ag Combinaisons de flexibilisateurs pour résines époxy
EP0381625B1 (fr) * 1989-02-02 1996-07-31 Ciba-Geigy Ag Résines époxydes tenaces
JPH07286154A (ja) * 1994-04-19 1995-10-31 Dainippon Ink & Chem Inc アルカリ可溶性ホットメルト接着剤
JPH09111217A (ja) * 1995-10-18 1997-04-28 Dainippon Ink & Chem Inc アルカリ可溶性ホットメルト接着剤粉末及びその製造方法
AU731689B2 (en) 1996-08-21 2001-04-05 E.I. Du Pont De Nemours And Company Poly(p-phenylene terephthalamide) articles of high flame strength
DE19639347A1 (de) * 1996-09-25 1998-03-26 Belland Ag Zweiphasige, in wäßrigem Alkali auflösbare Polymerkombination und Verfahren zu ihrer Herstellung
DE19644176A1 (de) * 1996-10-24 1998-04-30 Belland Ag Packung, enthaltend einen trockenen alkalischen Feststoff
JP3155480B2 (ja) * 1996-12-05 2001-04-09 日本エヌエスシー株式会社 一液常温架橋型エマルジョン組成物およびその製法
JP2000080211A (ja) * 1998-07-01 2000-03-21 Mitsui Chemicals Inc 水性分散体組成物及びその製造方法
JP2000080235A (ja) * 1998-07-01 2000-03-21 Mitsui Chemicals Inc 水性分散体組成物及びその製造法

Also Published As

Publication number Publication date
EP1522568B1 (fr) 2013-01-30
ES2402927T3 (es) 2013-05-10
DE10348222A1 (de) 2005-05-04
JP4815632B2 (ja) 2011-11-16
JP2005113139A (ja) 2005-04-28
KR20050035084A (ko) 2005-04-15
US20050133155A1 (en) 2005-06-23
US20080029216A1 (en) 2008-02-07
EP1522568A3 (fr) 2006-01-25
US7648609B2 (en) 2010-01-19

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